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Pet-friendly vacation rentals in Chesterfield County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chesterfield County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

The image captures a serene sunset over Lake Chesdin, with vibrant hues of orange and purple reflecting on the water's surface. A wooden dock extends into the lake, accompanied by a flag gently fluttering in the breeze. The scene embodies tranquility and natural beauty.

Guesthouse in Church Road

5 out of 5 average rating, 223 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

The open living area features hardwood floors and is illuminated by natural light from multiple windows. A cozy armchair sits near the wall, while a wooden dining table with red chairs is positioned centrally. The kitchen, visible in the background, includes modern appliances and a vibrant brick feature wall.

Home in Richmond

4.94 out of 5 average rating, 181 reviews

Permaculture Paradise | Dog Friendly | Gazebo | EV

Welcome to Casa Terra, your serene urban retreat, perfect for families & furry companions. Tucked away on a sprawling fenced lot, this property is a rare gem. Let your dogs run free in the 6-ft fenced yard or lounge in the screened gazebo. Inside, unwind in the living room with a 55-inch smart TV, or cook in the remodeled chef’s kitchen with an induction stovetop and all the essentials. You'll find two queen bedrooms & a full pullout sofa for additional guests—all designed for a restful stay.

An enclosed pool area features a turquoise swimming pool, surrounded by large glass panels that provide views of the outdoor landscape. Two blue lounge chairs are positioned near the pool, creating a calming space for relaxation.

Farm stay in Chesterfield

4.97 out of 5 average rating, 110 reviews

Keystone Acres Farm *Enclosed Heated Pool*

Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

A bright living area features a large window that allows natural light to fill the space. A cozy gray sectional sofa is paired with an accent chair and a light wooden side table. A decorative area rug anchors the seating arrangement, contributing to a homey feel.

Home in Richmond

4.91 out of 5 average rating, 119 reviews

Renovated Modern Home Minutes to Downtown Richmond

Welcome to your bright, peaceful, spacious retreat, while only 15 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. And only a 4 minute drive to Trader Joe's! Local hikes, restaurants and Chesterfield mall, all within a 7 minute drive. Your kitchen boasts all brand new appliances and plenty of new cookware. Local sightseeing, brewery & eatery guides provided. *Note: Carbon monoxide alarm not present because the house runs entirely on electric*

A cozy living area features a light-colored sofa with decorative pillows, positioned next to a stone fireplace. A wooden dining table is visible, along with a lush green plant. Wall art and decorative plates add character to the space, illuminated by natural light from the window.

Apartment in Chesterfield

4.83 out of 5 average rating, 340 reviews

Private guest apt on creek w/ patio & fire feature

“The Nest” is a completely private, ground level “basement” apartment. 15 minutes from downtown Richmond & 18 minutes to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side and professionally designed. Laundry in unit, high speed internet, Smart TV. Yard is wooded and private. Many restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access.

Top guest favorite

A second floor apartment is viewed from below, featuring a spacious balcony with a railing. Large windows allow natural light to fill the interior, surrounded by lush greenery. The building is designed in a contemporary style with a cozy, elevated appearance.

Guesthouse in Chesterfield

4.95 out of 5 average rating, 268 reviews

Gorgeous Creek View from your Private Eyrie

Enjoy a relaxing view of Falling Creek from the second floor apartment with a private entrance and balcony. The wall of windows overlooks a secluded backyard with visiting deer, heron, owls, and other wildlife. Sit by the pond, creek or fire pit. The property offers off street parking in a safe neighborhood which is located 20 minutes from downtown Richmond, 10 mins to Midlothian and Chesterfield, 3 mins to Swim RVA. 15 mins to the airport or train station.

The spacious living area features a green couch, a reclining chair, and a wooden coffee table, arranged on a soft area rug. Light streams in from the high ceiling, highlighting framed plant artwork on the wall and a glimpse of the kitchen in the background.

Apartment in Richmond

4.96 out of 5 average rating, 101 reviews

Spacious unit in Arts District

Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.

Home in Colonial Heights

4.93 out of 5 average rating, 160 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!

A spacious living area features a comfortable grey sofa and a round coffee table atop a patterned rug. Soft lighting from string lights illuminates the staircase leading to an upper sleeping loft. Natural light enters through a window, enhancing the inviting ambiance.

Home in Richmond

4.94 out of 5 average rating, 228 reviews

The Cottage in the City -Private Yard and Fire Pit

Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.

Top guest favorite

A modern living area features a comfortable couch with decorative pillows. Natural light filters through windows beside rustic wooden doors. A small coffee table sits on a textured rug, accompanied by a stylish chair, enhancing the inviting and open feel of the space.

Guest suite in Richmond

4.97 out of 5 average rating, 742 reviews

Forest Hill Modern Guest House

Located in Richmond's charming and historic Forest Hill neighborhood just blocks from the James River Park and next door to Forest Hill Park. A modern studio space with a king-size bed and a comfy couch in a private guest house. 1 bath with a spacious shower and simple kitchenette. A great overnight space or comfortable stay for those wanting to explore the cities great food, breweries, parks, and trails!

A living room features a comfortable gray sofa adorned with yellow and black cushions, complemented by a bright yellow chair. A large window allows natural light to flood the space, and a wall-mounted television is positioned above a dark wooden coffee table. Cheerful yellow curtains frame the window.

Home in Richmond

4.83 out of 5 average rating, 144 reviews

Cozy Cape Close to the City!

Enjoy a relaxing experience in a quiet neighborhood conveniently located less than a 10 minute drive to the city! This location is perfect for any traveling nurses who are going to McGuire VA hospital or anyone looking to experience all that the city of Richmond has to offer! Located right outside of the city and close to several highways it is a great location for everyone looking to stay in the area!

A compact kitchen is featured with a gas stove and ample counter space, complemented by natural wood cabinetry. A stylish patterned wall adds character, while large windows allow for natural light to fill the area. The sleeping area is visible in the background, adding to the cozy ambiance.

Bus in Chesterfield

4.92 out of 5 average rating, 148 reviews

The Creekside Cool Bus

Experience the ultimate glamping adventure in our converted school bus! Nestled on 5 acres of land, the campsite features lush woods and a creek. Enjoy the peace and quiet of nature with the comfort of a home away from home. Our skoolie is the perfect basecamp for outdoor adventures-just 30 minutes to Richmond and 5 minutes from the nearest trailhead at Pocahontas State Park with pass included.

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Popular amenities for Chesterfield County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

An open-concept living and dining area features a round dining table with decorative placemats and a bowl of fruit. A comfortable sofa occupies one side, while a mounted TV is visible on the wall. Natural light filters through the nearby windows, adding brightness to the space.

Home in Richmond

4.84 out of 5 average rating, 192 reviews

Hidden gem in The Fan

The historic home features a welcoming facade with a spacious porch, adorned with hanging plants and cozy seating. Bright flowers are planted along the walkway, adding color and charm to the entrance. Large windows and decorative woodwork enhance the inviting appearance of the property.

Home in Richmond

4.86 out of 5 average rating, 187 reviews

Erin's Oasis

An outdoor patio features a cozy seating area with wicker furniture, a coffee table, and a fire pit. String lights create a warm ambiance above. A charcoal grill is shown on one side, and a lush tree provides shade in the spacious, fenced backyard.

Home in Richmond

4.91 out of 5 average rating, 152 reviews

Spacious City Home Retreat I Large Fenced Backyard

A large two-story house with a welcoming front porch features multiple columns and a symmetrical design. The property is surrounded by trees and a grassy yard, providing a sense of space. Multiple windows on the upper and lower levels allow for ample natural light.

Home in Richmond

4.85 out of 5 average rating, 52 reviews

Nala's Place

The exterior of a historic home is displayed, featuring red brick with white columns and a welcoming front porch. A modern black door is situated at the entrance, accompanied by large windows that allow ample natural light. Lush greenery and colorful flowering plants adorn the walkway.

Home in Richmond

4.93 out of 5 average rating, 159 reviews

Historic Carytown Home Full of Charm

A light gray sofa is positioned near large windows, allowing natural light to fill the space. Two stylish coffee tables with woven surfaces are arranged in front of the sofa, accompanied by a decorative plant and a glass vase, adding a touch of greenery.

Home in Richmond

4.7 out of 5 average rating, 23 reviews

Cozy Chesterfield 3 bedroom

A cozy bedroom features a spacious bed with white linens and two plush pillows. A colorful dog-themed artwork hangs on the light gray wall above the bed. A small nightstand holds a lamp and a clock, adding functionality to the inviting space.

Home in Richmond

4.92 out of 5 average rating, 260 reviews

Extended Stay: The Sunny Cottage at Byrd Park!

A putting green with a small flag marked '2' is visible in the foreground, alongside golf balls in red, yellow, and white. The green is bordered by smooth stones and manicured grass, creating an inviting space for leisurely outdoor activities.

Home in Richmond

4.94 out of 5 average rating, 156 reviews

Downtown Urban Farmhouse: Fire Pit & Golf Fun!

Pet-friendly home rentals with a pool

Hotel room in Sandston

New place to stay

MS6 Sandston| 1 Queen Bed| Smoking

Top guest favorite

A serene outdoor pool area is surrounded by lush greenery and features a spacious pool deck with lounge chairs. The house stands in the background, framed by trees and a well-maintained yard, offering a tranquil setting for relaxation.

Home in Richmond

5 out of 5 average rating, 37 reviews

Historic Blanton Getaway

Hotel room in Richmond

New place to stay

Non-smoking room with 2 outdoor pools

Apartment in Richmond

4.93 out of 5 average rating, 15 reviews

Sky Lounge Views | Cozy Retreat w/ Parking & WiFi

A welcoming dining area is highlighted by a round table surrounded by stylish chairs and distinctive decor. A cozy gas fireplace is visible in the adjacent living space, complemented by a large rug. Natural light enters through the windows, enhancing the warm atmosphere.

Apartment in Midlothian

2 Bdrm Townhouse, Patio, Free Parking, Midlothian

A bright living area features a large sectional sofa with a bold patterned design. Natural light floods the space through expansive windows with horizontal blinds. A small dining table with red accents and a black lamp completes the inviting atmosphere.

Apartment in Richmond

4.92 out of 5 average rating, 66 reviews

River City Den

Apartment in Richmond

New place to stay

Modern Luxury pad w/ Pool/Podcast & Sky Lounge

Hotel room in Sandston

New place to stay

MS6 Sandston|2 Full Beds|Non Smoking

Private, pet-friendly home rentals

Top guest favorite

A spacious living area features a light-colored sectional sofa positioned near a large window, allowing natural light to fill the room. A circular black coffee table sits at the center, adorned with decorative items and greenery. Walls are complemented by a serene tree artwork.

Townhouse in Richmond

5 out of 5 average rating, 28 reviews

Cozy Home in Richmond

A modern kitchen is presented with dark wood cabinetry and sleek stainless steel appliances. A large window allows natural light to illuminate the space, showcasing the marble countertop and a dual sink. The dishwasher and oven are integrated into the cabinetry for a streamlined look.

Home in Richmond

5 out of 5 average rating, 16 reviews

Pineway Parlor

Apartment in Chesterfield

4.96 out of 5 average rating, 27 reviews

1BR Apt - Stonewall Manor at Keystone

An outdoor deck is presented with a round table and four green chairs, shaded by a large striped umbrella. Colorful cushions add a touch of comfort. Surrounding trees provide a natural backdrop, creating a peaceful outdoor space for relaxation.

Home in Richmond

4.94 out of 5 average rating, 16 reviews

Charming and Spacious Cottage in Quiet Community

Top guest favorite

The exterior of Blue Belle Cottage is showcased, featuring a blue façade with white trim and a bright teal front door. The cottage is complemented by well-maintained landscaping and a white brick wall, while a fenced backyard is visible in the background.

Home in Richmond

4.96 out of 5 average rating, 28 reviews

Blue Belle in Historic Church Hill

The treehouse is illuminated at night, showcasing its inviting wooden structure with large windows. A bridge leads to the main entrance, surrounded by trees. Soft lights adorn the deck and outdoor area, creating a warm and welcoming ambiance.

Treehouse in Richmond

4.98 out of 5 average rating, 607 reviews

Trailside Treehouse - Riverside in Richmond, VA

A cozy living room features light-colored sofas arranged around a coffee table. A large Roku TV sits on a wooden media console, with decorative artwork on the walls. Natural light streams through sheer white curtains, creating a bright and inviting space.

Home in Highland Springs

4.95 out of 5 average rating, 37 reviews

Richmond Retreat near Airport & City - 3Br/1.5Bth

A bright living space features large windows allowing natural light to fill the room. A comfortable gray sofa sits atop a traditional rug, complemented by a wooden side table and potted plant. The fireplace and decorative elements add character to the inviting atmosphere.

Apartment in Richmond

4.9 out of 5 average rating, 293 reviews

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